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Find cheap flights from Chicago Midway Airport to North America from $30

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to North America departing on 4/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 4/18
Thu 4/25

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Best North America Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New York1 stop$105
Los Angeles
Los Angeles1 stop$135
Orlando
Orlandononstop$56
Las Vegas
Las Vegasnonstop$98
Miami
Miaminonstop$54
San Francisco
San Franciscononstop$98
Boston
Boston1 stop$96
Washington, D.C.
Baltimorenonstop$58
Denver
Denvernonstop$58
Fort Lauderdale
Fort Lauderdale1 stop$100
Cancún
Cancún1 stop$235
Seattle
Seattle1 stop$135
Atlanta
Atlantanonstop$43
Dallas
Dallasnonstop$79
Tampa
Tampanonstop$68
Honolulu
Honolulu2 stops$361
Houston
Houstonnonstop$68
San Diego
San Diego1 stop$117

Good to know

Low season

January

High season

March

Cheapest flight

$30
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago Midway Airport to Miami

FAQs - booking North America flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to North America?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to North America.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to North America?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to North America from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to North America?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to North America with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to North America?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to North America from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to North America

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $69 one-way - $136 round-trip; Denver $88 one-way - $105 round-trip; Orlando $54 one-way - $126 round-trip
  • Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Midway to North America

Need help choosing which airline to fly with from Midway to North America? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to KAYAK reviews.
8.0
DeltaOverall score based on 11551 reviews
82boarding
79comfort
81overall
75food
86crew
81entertainment
Airline reviews

Had to run to make it only to have the flight delayed to wait for all the late connectors Second drink service skipped up

Read more about Delta

Had to run to make it only to have the flight delayed to wait for all the late connectors Second drink service skipped up

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

Please see my lengthy description on MSP to Atlanta survey. Tailbone is killing me from old hard seats. Seat would not recline and were not near exit row. Entertainment did not work properly and couldn’t use. No audio and touch screen failed. 3 plus hours of discomfort in narrower seats than previous flight not in comfort plus. Very dissatisfied and deserve comfort plus charges refunds, at the very least, for both my wife and I. The plane needs to be retired. Please feel free to contact me directly for further details.

MSP to Atlanta was much better than Atlanta to St. Kitts. Paid $180 each for myself and wife for Delta comfort from Atlanta to St. Kitts. Seats were more narrow and obviously old and worn out. Tailbone is killing me. Seat would not recline. Seats behind reclined and we were not an exit row or in front of an exit row. Entertainment did not work in that the movie jumped forward and back and there was no audio. The plug in the arm rest was loose. Flight attendant tried “resetting” the video for my seat but no good. She never checked back. Someone else near me had the same issue. Touch screen was unresponsive. No where near as comfortable as MSP to Atlanta flight. 3 plus hrs. flight time without the basic amenities and not even remotely close to comfortable but paid for Comfort plus. I will be very disappointed if I have the same on my return “Comfort Plus” flight St. Kitts to Atlanta. At the very least my wife and I should be refunded for round trip “Comfort Plus” charges. Please feel free to contact me directly for more details.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

It wasn't really their fault it was the horrible winds and we just got unlucky.

Great experience overall. Check in at Austin was congested as they only have about 6 check in kiosks, one was broken, and there was a lot of Spring Break travelers.

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

My daughter dropped her cell phone right through the crack between walkway and plane. Right in front of myself, the lead flight attendant and crew below. In slow motion we all watched. The crew was on it as they got her phone back to her. Surprisingly, not damaged! This same head flight attendant was hilarious on the speaker! Loved his humor! Pilots were very clear to hear. Sometimes there’s a lot of noise interference or they sound muffled, but this time I could understand everything that was spoken. One more positive experience was renting a car through Allegiant which was my first time. We got a great car deal through Alamo and the car was really nice too, 2024 Blazer.

We waited for our captain to arrive and she made our flight take off 20 minutes late.

The staff was friendly, helpful and nice to the customers! What a nice experience- especially flying Toledo to St. Petersburg Fla nonstop and back !

It would b nice if they had served at least water and sodas - at no cost

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

Flight Ottawa to Toronto canceled and no crew was available to direct me on what to do. I opened a file and I wait to be compensated.

New jet. Lots of leg room. On time departure. Early arrival. Reasonable airfare. Excellent online experience.

Porter uses the intelligent and logical way of boarding a plane - from the back.

Nothing , two weeks of dealing with booking glitches on porters side , as our main international carrier was fine ,we were assured. When we got to check in everything would be smooth , we were confirmed there would be no issues, guess what happened? After an hour and a half at check inn we were told there was technical glitch involving payment we may not be able to fly , which would have set off a catastrophic chain , the undue stress on my family was unbearable .

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

On time, boarding was a little chaotic and with little information

Check in at LAX was terrible. Unbelievable lines. Chaos. The landing in Morelia was scary, with the plane fishtailing. If other airlines flew directly between California and Morelia, I would never fly Volaris again.

Viva Aerobus Is honesto the worst airline and I don't think I'll fly with them ever again.

The flight was 3 hrs delayed and no remorse from airline

Is an airline for poor people there for, you can expect bad service, bad attitude from its employees

Delayed...attendants checked every single bag and item for sizes before boarding.

There was no wifi, there was no usb charger on the planes Frontier lowered the weight limit on suitcases from 50 to 40 pounds Frontier now charges for a seat...really? If i don't pay for a basic seat, do i stand the whole flight? Frontier now charges for the carry on, just like for the checked suitcase The bundle pricing is way over priced.

I am HIGHLY unhappy with the amount of money I spent on the flight. Paid in advance only to find the flight at a discount price a week or so before the flight. I will not fly frontier again and have bad mouthed your business since to anyone I have spoken with about flying (which has been many a people). Crew was mediocre and instead of moving me to a spot where I could gain some leg room they sat their flight attendant there. Won’t be flying frontier in the future.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Plane was clean but they do not allow bag drop until 1 hour before flight. Just encouraging late fees and other issues. The worst I have experienced. Total hostage situation, pay or you miss your flight.

Everything was good, 20/30 minutes late waiting on a crew member. It’s hard to keep employees. Or serious employees I know. I remember one flight from Houston of Frontiers was almost 18 hours late. And another 4 hours late very poor. But I would rather be late and safe than the on the news. Thank you.

Well, I didn’t have food! So NA wasn’t an option. I’ll be back!

Bought seats on the flight and they were supposed to be 2 and a jumpseat. Plane clearly changed and it was a regular 3 seat row. Asked for a refund and was denied. If I wanted to sit next to someone else I wouldn't have bought the seats..

I dunno. Depressing, uncomfortable (I’m poor), but on time and efficient.

Everything was good, and most importantly on time. They have been extremely tardy in some of my flights

Book cheap flights from Chicago to North America

Recent round-trip flight deals

4/17Wed
nonstopFrontier
2h 05mMDW-ATL
4/17Wed
nonstopFrontier
1h 58mATL-MDW
$43
4/16Tue
nonstopFrontier
2h 05mMDW-ATL
4/17Wed
nonstopFrontier
1h 58mATL-MDW
$48
4/24Wed
nonstopFrontier
2h 05mMDW-ATL
4/30Tue
nonstopFrontier
1h 59mATL-MDW
$51
5/11Sat
1 stopDelta
4h 37mMDW-EWR
5/14Tue
1 stopDelta
4h 05mEWR-MDW
$158
7/27Sat
1 stopDelta
4h 15mMDW-EWR
8/31Sat
1 stopDelta
6h 47mEWR-MDW
$173
5/2Thu
nonstopSouthwest
4h 35mMDW-SEA
5/3Fri
1 stopSouthwest
8h 05mSEA-MDW
$209
5/2Thu
1 stopSouthwest
7h 25mMDW-SEA
5/3Fri
1 stopSouthwest
7h 05mSEA-MDW
$218
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
6/24Mon
1 stopAllegiant Air
10h 23mEWR-MDW
$316
4/14Sun
1 stopPorter Airlines
5h 50mMDW-EWR
4/21Sun
1 stopPorter Airlines
9h 27mEWR-MDW
$493
4/1Mon
1 stopPorter Airlines
5h 20mMDW-EWR
4/6Sat
1 stopPorter Airlines
20h 07mEWR-MDW
$518

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Recent one-way flight deals

4/30Tue
nonstopFrontier
3h 17mMDW-MIA
$30
5/22Wed
nonstopFrontier
3h 04mMDW-MIA
$31
4/13Sat
1 stopDelta
6h 10mMDW-EWR
$94
5/31Fri
1 stopDelta
5h 03mMDW-MCO
$98
6/14Fri
1 stopAllegiant Air
4h 30mMDW-MCO
$154
8/31Sat
1 stopVolaris
14h 46mMDW-CUN
$173
6/28Fri
1 stopAllegiant Air
24h 08mMDW-MCO
$173
8/14Wed
1 stopVolaris
12h 29mMDW-CUN
$203
6/2Sun
2 stopsPorter Airlines
10h 04mMDW-MCO
$235
5/12Sun
1 stopPorter Airlines
5h 50mMDW-EWR
$254

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Last minute flights from Midway to North America

Last minute flight, train and bus deals

3/20Wed
multi-stopFrontier
6h 20mMDW-ATL
3/26Tue
nonstopFrontier
2h 04mATL-MDW
$158
3/22Fri
nonstopFrontier
2h 12mMDW-ATL
3/26Tue
nonstopFrontier
2h 04mATL-MDW
$183
3/20Wed
multi-stopDelta
3h 16mMDW-EWR
3/24Sun
multi-stopDelta
3h 46mEWR-MDW
$411
3/21Thu
nonstopSouthwest
2h 00mMDW-LGA
3/22Fri
nonstopSouthwest
2h 30mLGA-MDW
$428
3/20Wed
multi-stopDelta
7h 09mMDW-EWR
3/25Mon
multi-stopDelta
6h 27mEWR-MDW
$437
3/21Thu
nonstopSouthwest
2h 05mMDW-LGA
3/22Fri
multi-stopSouthwest
6h 15mLGA-MDW
$437
3/20Wed
multi-stopPorter Airlines
5h 45mMDW-EWR
4/2Tue
multi-stopPorter Airlines
16h 42mEWR-MDW
$799
3/20Wed
multi-stopPorter Airlines
5h 45mMDW-EWR
4/2Tue
multi-stopPorter Airlines
9h 27mEWR-MDW
$815
3/20Wed
multi-stopVolaris
16h 47mMDW-LAX
3/23Sat
multi-stopVolaris
15h 40mLAX-MDW
$1,089
3/23Sat
multi-stopVolaris
15h 45mMDW-LAX
3/28Thu
multi-stopVolaris
15h 40mLAX-MDW
$1,336

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Chicago Midway Airport - North America Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

North America - Chicago Midway Airport

Cabin classes:

$630
$795
$356
$37